2-(dimethylamino)ethyl 4-(butylamino)benzoate hydrochloride

• ChemBase ID: 73238
• Molecular Formular: C15H25ClN2O2
• Molecular Mass: 300.8242
• Monoisotopic Mass: 300.16045573
• SMILES: c1c(ccc(c1)C(=O)OCCN(C)C)NCCCC.Cl
• Canonical SMILES: CCCCNc1ccc(cc1)C(=O)OCCN(C)C.Cl
• InChI: InChI=1S/C15H24N2O2.ClH/c1-4-5-10-16-14-8-6-13(7-9-14)15(18)19-12-11-17(2)3;/h6-9,16H,4-5,10-12H2,1-3H3;1H
• InChIKey: PPWHTZKZQNXVAE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(dimethylamino)ethyl 4-(butylamino)benzoate hydrochloride
• IUPAC Traditional name: tetracaine hydrochloride
• Synonyms: Pontocaine; Tetracaine hydrochloride; 4-(Butylamino)benzoic acid 2-(dimethylamino)ethyl ester; 4-(Butylamino)benzoic acid 2-(dimethylamino)ethyl ester hydrochloride; TETRACAINE; Amethocaine hydrochloride; Tetracaine hydrochloride; 2-Dimethylaminoethanol 4-n-Butylaminobenzoate Hydrochloride; Amethocaine Monohydrochloride; Anacel; Anethain; Anethaine; Butethanol; Curtacain; Decicain; Decicaine; Dessicain; Dianguang; Dicaine; Dikain; Intercaine; Leocaine; Menonasal; Niphanoid; Pantocain; Pantocaine; Pantocaine Hydrochloride; 4-(丁氨基)-苯甲酸-2-(二甲氨基)乙酯; 丁卡因 盐酸盐

Database IDs

• CAS Number: 136-47-0
• EC Number: 205-248-5
• MDL Number: MFCD00038912
• PubChem SID: 24277740; 162038158; 24900181
• PubChem CID: 8695

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.029487526
• LogD (pH = 7.4): 1.7360393
• Log P: 2.7920444
• Molar Refractivity: 80.1698 cm^3
• Polarizability: 30.304665 Å^3
• Polar Surface Area: 41.57 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 135-138°C

Safety Information

• Storage Condition: -20°C; Refrigerator; Room Temperature (15-30°C)
• RTECS: DG4900000
• European Hazard Symbols: Toxic (T); Irritant (Xi)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25-36-43; R:36
• Safety Statements: 26-36/37-45; S:26
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H317-H319
• GHS Precautionary statements: P280-P301 + P310-P305 + P351 + P338
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: room temp

Pharmacology Properties

• Target: calcium channel

Product Information

• Purity: ≥99%
• Grade: certified reference material; Sigma Reference Standard
• Salt Data: hydrochloride
• Packaging: pkg of 1 g; vial of 250 mg
• Suitability: meets USP testing specifications
• Pharmacopeia Traceability: traceable to PhEur T0500000; traceable to USP 1650006
• Empirical Formula (Hill Notation): C15H24N2O2 · HCl

DETAILS

MP Biomedicals - 02152107

Hydrochloride
Crystalline

Selleck Chemicals - S2573

Research Area: Cancer
Biological Activity:
Tetracaine hydrochloride (Pontocaine) is a hydrochloride salt form of tetracaine which is a potent local anaesthetic and a channel function allosteric inhibitor. Tetracaine hydrochloride (Pontocaine) is used to block temporarily the pain "message" that is sent along the nerves that connect the eyes to the brain. Tetracaine hydrochloride (Pontocaine) is mainly used topically in ophthalmology and as an antipruritic, and it has been used in spinal anesthesia. In biomedical research, tetracaine is used to alter the function of calcium release channels (ryanodine receptors) that control the release of calcium from intracellular stores. In addition, tetracaine serves as an allosteric blocker of channel function. At low concentrations, tetracaine gives rise to an initial prevention of spontaneous calcium release events, while at high concentrations, tetracaine blocks release completely. [1]References on Tetracaine HCl (Pontocaine)[1] http://en.wikipedia.org/wiki/Tetracaine, ,

Sigma Aldrich - T7508

Application
眼用局部麻醉药；用于脊髓麻醉
Biochem/physiol Actions
阻断 Ca2+ 从肌浆网的电压敏感性释放。

Sigma Aldrich - PHR1129

Application
Topical ophthalmic anesthetic; used for spinal anesthesia
Biochem/physiol Actions
Blocks voltage-sensitive release of Ca2+ from sarcoplasmic reticulum.
General description
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO Guide 34.
Other Notes
Values of analytes vary lot to lot.

Sigma Aldrich - T3937

Application
眼用局部麻醉药；用于脊髓麻醉
Biochem/physiol Actions
阻断 Ca2+ 从肌浆网的电压敏感性释放。

Sigma Aldrich - T7645

Application
眼用局部麻醉药；用于脊髓麻醉
Biochem/physiol Actions
阻断 Ca2+ 从肌浆网的电压敏感性释放。
包装
Supplied in amber screw-cap vials

Toronto Research Chemicals - T291335

A local anesthetic used topically in opthalmology.

REFERENCES

• http://en.wikipedia.org/wiki/Tetracaine
• Fliri, A., et al.: J. Med. Chem., 52, 8038 (2009)
• Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2009)